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Flights to Chicago on Sale, $22 & up (each way)


Thanks to a fresh batch of unexpected price reductions, flights to Chicago are currently discounted from a handful of cities across the United States. Reduced fares are now available starting at just $22 each way ($65 roundtrip, including taxes).


These fares are up to $150 off regular roundtrip pricing.


Use the Low Fare Calendar links below to easily find the best dates to travel through November. Many of these fares are unadvertised and could disappear at any time -- book today.


Detroit - Chicago $22 $65
New York City - Chicago $44 $109
Dallas - Chicago $44 $109
Boston - Chicago $44 $109
Tampa - Chicago $82 $185
Fort Lauderdale - Chicago $87 $195
Cleveland - Chicago $89 $199
Los Angeles - Chicago $98 $216
Denver - Chicago $99 $219
Orlando - Chicago $99 $219
San Francisco - Chicago $119 $259
MORE CITIES     Search Here>>

Wyndham Chicago Hotel:

4-Star hotel only 1 block from Magnificent Mile



& up

per night


Click here for more Chicago hotel options starting at $60 per night.



Terms and conditions such as blackout dates, advance purchase, cancellation policy and associated fees vary by route and carrier, and can be obtained from the travel supplier at the time of booking.  All fare prices are subject to availability.  Additional restrictions may apply.


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